catena-Poly[[aqua­copper(II)]-μ-[(S)-N-(2-hydroxy­benz­yl)-l-aspartato]]

Lei Zhang; Bai-Wang Sun

doi:10.1107/S1600536807046922

. 2007 Dec 12;64(Pt 1):m143. doi: 10.1107/S1600536807046922

catena-Poly[[aquacopper(II)]-μ-[(S)-N-(2-hydroxybenzyl)-l-aspartato]]

Lei Zhang ^a, Bai-Wang Sun ^a,^*

PMCID: PMC2915087 PMID: 21200498

Abstract

The title compound, [Cu(C₁₁H₁₁NO₅)(H₂O)]_n, was obtained by the reaction of Cu(NO₃)₂ and the homochiral organic ligand (S)-N-(2-hydroxybenzyl)-l-aspartic acid (S-H₃sasp). The Cu^II ion has a distorted square-pyramidal geometry and is coordinated by one N atom and three O atoms from the organic ligand and one O atom from a water molecule. The carboxyl O atoms of the ligands bridge the Cu atoms to form an infinite one-dimensional zigzag chain. Intermolecular hydrogen bonds link these chains into a two-dimensional arrangement.

Related literature

For related literature, see: Yang et al. (2004 ▶); Lü et al. (2005 ▶); Sreenivasulu & Vittal (2004 ▶); Sreenivasulu et al. (2005 ▶); Wang et al. (2006 ▶).

Experimental

Crystal data

[Cu(C₁₁H₁₁NO₅)(H₂O)]
M _r = 318.77
Monoclinic,
a = 5.9107 (13) Å
b = 8.826 (2) Å
c = 11.903 (3) Å
β = 93.787 (19)°
V = 619.6 (3) Å³
Z = 2
Mo Kα radiation
μ = 1.79 mm⁻¹
T = 293 (2) K
0.2 × 0.2 × 0.2 mm

Data collection

Rigaku Mercury2 diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T _min = 0.690, T _max = 0.703
6500 measured reflections
2934 independent reflections
2532 reflections with I > 2σ(I)
R _int = 0.058

Refinement

R[F ² > 2σ(F ²)] = 0.041
wR(F ²) = 0.079
S = 0.99
2934 reflections
172 parameters
1 restraint
H-atom parameters constrained
Δρ_max = 0.48 e Å⁻³
Δρ_min = −0.41 e Å⁻³
Absolute structure: Flack (1983 ▶), 1355 Friedel pairs
Flack parameter: 0.064 (16)

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 ▶); molecular graphics: SHELXTL (Sheldrick, 1999 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536807046922/pk2047sup1.cif

e-64-0m143-sup1.cif^{(18KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807046922/pk2047Isup2.hkl

e-64-0m143-Isup2.hkl^{(144KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O2ⁱ	0.82	1.91	2.688 (3)	158
O1W—H1WB⋯O4ⁱⁱ	0.84	2.30	2.913 (4)	129
N1—H1B⋯O3ⁱ	0.96	1.93	2.843 (4)	158
O1—H1A⋯O5ⁱⁱⁱ	0.82	2.02	2.837 (4)	178

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Symmetry codes: (i) Inline graphic ; (ii) ; (iii) .

Acknowledgments

We acknowledge the National Natural Science Foundation of China (Project 20671019) for financial support.

supplementary crystallographic information

Comment

In the past several years, considerable attention has been paid to the design and construction of chiral supramolecular architecture owing to their potential applications in enantioselective synthesis, asymmetric catalysis, magnetism and nonlinear optical materials (Lü et al., 2005). Among these supramolecular structures, one-dimensional coordination polymers appear to dominate the literature, involving linear, zigzag and helical polymers (Wang et al., 2006). In addition, the one-dimensional polymers can further assemble via hydrogen bonds or other non-covalent interactions to give two-dimensional or three-dimensional coordination polymeric structures (Yang et al., 2004).

We have focused on the synthesis of multi-dimensional network structures from a flexible chiral multi-dentate ligand, namely the reduced Schiff base formed between salicylaldehyde and L-aspartic acid (Sreenivasulu et al., 2005). Here we report the synthesis and crystal structure of the title compound.

As shown in Fig. 1, there exists a chiral center C8 in the organic ligand S-H₃sasp which induces the title compound to crystallize in a chiral space group P2₁. In the title compound, the central Cu atom is five- coordinated and adopts a distorted square-pyramidal geometry. The coordination environment is defined by one N atom and three O atoms from the S-H₃sasp ligand, and one O atom from the water molecule. The carboxyl O of the ligands bridge the Cu atoms to form an infinite one-dimensional zigzag chain.

The intermolecular hydrogen bonds, O1W—H1WA···O2, O1W—H1WB···O4, O1—H1A···O5, N1—H1B···O3 and other non-covalent interactions link the coordination polymer into a two-dimensional network (Table 2 and Fig. 2).

Experimental

The homochiral reduced Schiff-base ligand S-N-(2-hydroxybenzyl)-L-aspartic acid was synthesized by the reaction of salicylaldehyde and L-aspartic acid according to the published procedure described in the literature (Sreenivasulu & Vittal, 2004). A mixture of S-N-(2-hydroxybenzyl)-L-aspartic acid (23.9 mg, 0.1 mmol) and Cu(NO₃)₂.3H₂O (24.2 mg, 0.1 mmol) were dissolved in water and methanol. Blue crystals suitable for X-ray analysis were obtained by slow evaporation at room temperature over several days.